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[(2S,3S,4S,6S)-3-acetyloxy-2-[[(2S,8S,9R,10R,13R,14S,16R,17R)-17-[(E,2R)-2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl]-2-hydroxy-4,4,9,13,14-pentamethyl-3,11-dioxo-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-16-yl]oxy]-6-methyloxan-4-yl] acetate

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID f9d0dd12-88af-41e5-b0af-c580d1bc0787
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cucurbitacins
IUPAC Name [(2S,3S,4S,6S)-3-acetyloxy-2-[[(2S,8S,9R,10R,13R,14S,16R,17R)-17-[(E,2R)-2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl]-2-hydroxy-4,4,9,13,14-pentamethyl-3,11-dioxo-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-16-yl]oxy]-6-methyloxan-4-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C40H58O12/c1-20-16-26(50-21(2)41)31(51-22(3)42)34(49-20)52-27-18-37(8)28-13-12-23-24(17-25(43)33(46)36(23,6)7)39(28,10)30(45)19-38(37,9)32(27)40(11,48)29(44)14-15-35(4,5)47/h12,14-15,20,24-28,31-32,34,43,47-48H,13,16-19H2,1-11H3/b15-14+/t20-,24+,25-,26-,27+,28-,31-,32-,34-,37-,38+,39-,40-/m0/s1
InChI Key WTLKMJVTIFOZNS-RNOLLVQTSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C40H58O12
Molecular Weight 730.90 g/mol
Exact Mass 730.39282728 g/mol
Topological Polar Surface Area (TPSA) 183.00 Ų
XlogP 2.50
Atomic LogP (AlogP) 3.95
H-Bond Acceptor 12
H-Bond Donor 3
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3S,4S,6S)-3-acetyloxy-2-[[(2S,8S,9R,10R,13R,14S,16R,17R)-17-[(E,2R)-2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl]-2-hydroxy-4,4,9,13,14-pentamethyl-3,11-dioxo-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-16-yl]oxy]-6-methyloxan-4-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9798 97.98%
Caco-2 - 0.8401 84.01%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7536 75.36%
OATP2B1 inhibitior - 0.7201 72.01%
OATP1B1 inhibitior + 0.8227 82.27%
OATP1B3 inhibitior + 0.9188 91.88%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9502 95.02%
P-glycoprotein inhibitior + 0.7926 79.26%
P-glycoprotein substrate + 0.5504 55.04%
CYP3A4 substrate + 0.7332 73.32%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9038 90.38%
CYP3A4 inhibition - 0.6473 64.73%
CYP2C9 inhibition - 0.9028 90.28%
CYP2C19 inhibition - 0.9102 91.02%
CYP2D6 inhibition - 0.9408 94.08%
CYP1A2 inhibition - 0.7979 79.79%
CYP2C8 inhibition + 0.6652 66.52%
CYP inhibitory promiscuity - 0.9163 91.63%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5254 52.54%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.9112 91.12%
Skin irritation + 0.5824 58.24%
Skin corrosion - 0.9317 93.17%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4767 47.67%
Micronuclear - 0.5900 59.00%
Hepatotoxicity - 0.5052 50.52%
skin sensitisation - 0.7874 78.74%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity + 0.4669 46.69%
Acute Oral Toxicity (c) I 0.7542 75.42%
Estrogen receptor binding + 0.7558 75.58%
Androgen receptor binding + 0.7476 74.76%
Thyroid receptor binding + 0.5629 56.29%
Glucocorticoid receptor binding + 0.8100 81.00%
Aromatase binding + 0.6824 68.24%
PPAR gamma + 0.7436 74.36%
Honey bee toxicity - 0.6220 62.20%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9910 99.10%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.35% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.41% 94.45%
CHEMBL2581 P07339 Cathepsin D 93.20% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.78% 96.09%
CHEMBL340 P08684 Cytochrome P450 3A4 90.45% 91.19%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.29% 86.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 90.23% 91.07%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.83% 95.56%
CHEMBL4208 P20618 Proteasome component C5 88.39% 90.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.64% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 87.52% 90.17%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 87.33% 96.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.98% 85.14%
CHEMBL3401 O75469 Pregnane X receptor 86.51% 94.73%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.47% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.31% 89.00%
CHEMBL2996 Q05655 Protein kinase C delta 84.03% 97.79%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.57% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.24% 94.00%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 81.94% 82.38%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 81.69% 85.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.57% 92.94%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.25% 97.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.11% 97.25%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 81.06% 87.67%
CHEMBL5255 O00206 Toll-like receptor 4 80.18% 92.50%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 163050192
LOTUS LTS0009517
wikiData Q105312633